Key West cottages
We found 68 cottages — enter your dates for availability
Explore Key West cottage rentals
Heart of Downtown Key West Cottage With Off-Street Parking
Sleeps 3 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
119 reviews(119 reviews)
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Sleeps 2 · 1 bedroom · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
218 reviews(218 reviews)
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
CONCH COTTAGE: Old Town - Hot Tub - 1 Block from Duval - 1BD/1BA RealKeyWest
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
159 reviews(159 reviews)
A Stones Throw Away from Duval - Downtown -Caroline's Cottage KW
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Find spaces that suit your style
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More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any cottage rentals in Key West?
Pick one of our 68 cottage rentals in Key West and get set to enjoy the charm, comfort and unique experiences that come with this type of property. Downtown Key West, Key West Historic District and Historic Seaport are some of the city’s most sought-after neighbourhoods.
How much does it cost to stay in a cottage rental in Key West?
A number of factors will influence how much you pay for a cottage rental in Key West, such as the size of the property and how long and when you want to stay. All you need to do is key in your travel dates and any preferences to find a cottage that works with your budget and taste.
Where can I rent a Key West holiday cottage with great views?
Bookabach has a range of incredible cottage rentals in Key West, including properties with beach views. In between touring the sights, relax and stare at vistas that are an attraction in themselves.
Does Key West have any lakeside cottages?
Stunning views of shimmering water, the serenity of nature and outdoor recreation are a few of the things to enjoy in one of Bookabach’s lakeside cottage rentals. Try our “Location” filter and check the “Lake” box to see if there are any cosy stays in Key West near the water.
What are the top things to do in Key West?
Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Smathers Beach are terrific attractions that’ll keep the whole family busy in Key West. There’s nothing like travel to bring everyone together, so check out our cottage rentals in this vibrant destination.
Why should I book my holiday cottage with Bookabach?
Bookabach offers customer support from the moment you book until the end of your trip, so every aspect of your stay is stress-free. Plus we think our cottage rentals are pretty special — think amenity-packed pads ideal for families and rustic options perfect for an escape for two. Book with Bookabach and you can also take advantage of flexible cancellation policies and benefits like payment and deposit protection.